1,7,10,16-tetrakis(phenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane-2,6,11,15-tetrone | 155788-79-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,7,10,16-tetrakis(phenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane-2,6,11,15-tetrone
• 英文别名: 1,7,10,16-Tetrabenzyl-1,4,7,10,13,16-hexazacyclooctadecane-2,6,11,15-tetrone
• CAS: 155788-79-7
• 化学式: C₄₀H₄₆N₆O₄
• 分子量: 674.843
• InChiKey: WVAYWCUGXVJACE-UHFFFAOYSA-N

物化性质

• 沸点：
  939.8±65.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  50
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,7,10,16-tetrakis(phenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane-2,6,11,15-tetrone 、 碘甲烷 在 disodium hydrogenphosphate 、 N,N'-二苄基乙二胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以72%的产率得到1,7,10,16-Tetrabenzyl-4,13-dimethyl-1,4,7,10,13,16-hexaaza-cyclooctadecane-2,6,11,15-tetraone
  参考文献：
  名称：

  大环二氧杂，二硫杂，二氮杂内酰胺及其衍生物的合成与结构

  摘要：

  描述了18元二恶英，二硫杂和二氮杂四内酰胺的高产率逐步合成。这两个关键步骤是：i）二酸通过其环酐的反应异构化，以及ii）避免高稀释技术的中间二酰胺二酸的活化环化。制备了两种二氮杂四内酰胺衍生物：带有各种取代基的双支化化合物和带有菲咯啉单元的大双环或大三环物种。通过13 C nmr和分子建模发现二氧杂内酰胺的主要构象异构体具有D 2对称性，而在真空中的双硫杂四内酰胺和固态的Boc取代的二氮杂内酰胺具有C 2对称性。

  DOI：

  10.1016/0040-4020(96)00529-7
• 作为产物：
  描述：

  3,3'-<<(tert-butoxycarbonyl)imino>bis(1-oxoethane-2,1-diyl)>bis 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 1,7,10,16-tetrakis(phenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane-2,6,11,15-tetrone
  参考文献：
  名称：

  Mono(di)nuclear Europium(III) Complexes of Macrobi(tri)cyclic Cryptands Derived from Diazatetralactams as Luminophores in Aqueous Solution

  摘要：

  DOI：

  10.1002/(sici)1522-2675(19990407)82:4<543::aid-hlca543>3.0.co;2-u

文献信息

• Macrobicyclic and macrotricyclic tetralactams with 1,10-phenanthroline units. Dinuclear Eu3+ cryptate of the macrotricyclic ligand
  作者：Bernard Cathala、Louis Cazaux、Claude Picard、Pierre Tisnès

  DOI：10.1016/s0040-4039(00)73181-9

  日期：1994.3

  synthesis of a key 18-membered diazatetralactam and of subsequent macrobicycle and macrotricycle with 1,10-phenanthroline units is described. The predominant macrotricyclic cryptand gives a dinuclear europium cryptate characterized by MS techniques and luminescence emission.

  描述了关键的18元二氮杂四内酰胺以及随后的具有1,10-菲咯啉单元的大三环和大三环的合成。主要的大三环穴状配体产生了以MS技术和发光发射为特征的双核euro穴。
• Time-Resolved Luminescence in Aqueous Solution − New Europium Labels Derived from Macro(bi)cyclic Ligands with Aminocarboxylic Units
  作者：Chantal Galaup、Marie-Christine Carrié、Pierre Tisnès、Claude Picard

  DOI：10.1002/1099-0690(200106)2001:11<2165::aid-ejoc2165>3.0.co;2-f

  日期：2001.6

  A new family of macro(bi)cyclic ligands has been designed and synthesized, with the goal of developing lanthanide labels suitable for time-resolved luminescence-based biological applications. They are constructed from diamide (3) or tetralactam (4) complexing moieties associated with an intracyclic 2,2'-bipyridine chromophore and two exocyclic carboxylic groups. The luminescence properties of their Eu3+ complexes were studied in aqueous solution. In this medium, noticeable enhancements in the lifetime and quantum yield were observed, in comparison with those of other bipyridine-based ligands considered interesting as luminescent labels. The effects of coordinated water molecules, LMCT states, and ligand triplet state energy on the nonradiative deactivation processes to the ground state were examined. According to these results and in view of the stability of these complexes in aqueous solutions, the (Eu(3)](+) complex may be considered as a promising luminescent bioprobe.
• New Macrobicycles Containing a Tetralactam Moiety: Template Synthesis and Study of their Binding with Lanthanides
  作者：Joëlle Azéma、Chantal Galaup、Claude Picard、Pierre Tisnès、Patricia Ramos、Olga Juanes、Juan Carlos Rodrı́guez-Ubis、Ernesto Brunet

  DOI：10.1016/s0040-4020(00)00164-2

  日期：2000.4

  The synthesis of macrobicyclic cryptands 1, 2 from an 18-membered diazatetralactam and 6,6'-bis(bromomethyl)-2,2'-bipyridine or 2,6-bis(3-bromomethy1-1-pyrazolyl)pyridine has been investigated using various metal carbonates. The analysis of the distribution products by gel permeation chromatography showed that macrocyclization process was markedly conditioned by cation template effects. Optimum yields were obtained for Li+ and Na+ in the preparation of 1 and 2, respectively. The cryptate structure of the corresponding complexes of Ln(III) (Ln=Eu, Tb, Gd) is discussed on the basis of spectroscopic and photophysical data. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Cathala Bernard, Cazaux Louis, Picard Claude, Tisnes Pierre, Tetrahedron Lett, 35 (1994) N 12, S 1863-1866
  作者：Cathala Bernard, Cazaux Louis, Picard Claude, Tisnes Pierre

  DOI：——

  日期：——